ID: ALA121129

Max Phase: Preclinical

Molecular Formula: C15H16O3S

Molecular Weight: 276.36

Molecule Type: Small molecule

Representations

Canonical SMILES:  COc1cc(/C=C\c2ccsc2)cc(OC)c1OC

Standard InChI:  InChI=1S/C15H16O3S/c1-16-13-8-12(5-4-11-6-7-19-10-11)9-14(17-2)15(13)18-3/h4-10H,1-3H3/b5-4-

Standard InChI Key:  YPPXIXDROOBVMA-PLNGDYQASA-N

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 276.36

Molecular Weight (Monoisotopic): 276.0820

AlogP: 3.94

#Rotatable Bonds: 5

Polar Surface Area: 27.69

Molecular Species: NEUTRAL

HBA: 4

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.62

CX LogD: 3.62

Aromatic Rings: 2

Heavy Atoms: 19

QED Weighted: 0.83

Np Likeness Score: -0.61

References

1. Lee SK, Min HY, Huh SK, Kim EY, Lee E, Song S, Kim S..  (2003)  Styrylheterocycles: a novel class of inhibitors on lipopolysaccharide-Induced nitric oxide production.,  13  (21): [PMID:14552759] [10.1016/j.bmcl.2003.08.013]

2. Do CV, Faouzi A, Barette C, Farce A, Fauvarque MO, Colomb E, Catry L, Berthier-Vergnes O, Haftek M, Barret R, Lomberget T..  (2016)  Synthesis and biological evaluation of thiophene and benzo[b]thiophene analogs of combretastatin A-4 and isocombretastatin A-4: A comparison between the linkage positions of the 3,4,5-trimethoxystyrene unit.,  26  (1): [PMID:26602281] [10.1016/j.bmcl.2015.11.010]

3. Faouzi A,Arnaud A,Bancet A,Barette C,Preto J,Do CV,Jordheim LP,Bousfiha Z,Nguyen TTB,Verrière M,Farce A,Fauvarque MO,Barret R,Lomberget T.  (2021)  Combretastatin A-4 sulfur-containing heterocyclic derivatives: Synthesis, antiproliferative activities and molecular docking studies.,  215  [PMID:33618157] [10.1016/j.ejmech.2021.113275]

Source

Source(1):

• Scientific Literature